- Crotonic acid
- Crotonic Acid
- Crotonic Anhydride
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Cas Database |
| Name |
Crotonic acid |
EINECS | 203-533-9 |
| CAS No. | 107-93-7 | Density | 1.027 g/cm3 |
| PSA | 37.30000 | LogP | 0.64710 |
| Solubility | 94 g/L (25 °C) in water | Melting Point |
72 °C |
| Formula | C4H6O2 | Boiling Point | 177 °C at 760 mmHg |
| Molecular Weight | 86.0904 | Flash Point | 81.6 °C |
| Transport Information | UN 2823 8/PG 3 | Appearance | White to light yellow crystalline flakes |
| Safety | 26-36/37/39-45-61 | Risk Codes | 21/22-34-50/53-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 C, N, Xi
|
| Synonyms |
2-Butenoicacid, (E)-;Crotonic acid, (E)- (8CI);(2E)-2-Butenoic acid;(E)-2-Butenoicacid;(E)-Crotonic acid;NSC 8751;trans-2-Butenoic acid;trans-Crotonic acid; |
Article Data | 173 |
Crotonic acid Synthetic route
| Conditions | Yield |
|---|---|
| With palladium diacetate; 1,4-di(diphenylphosphino)-butane at 110℃; for 2h; | 99% |
| Kochen ohne Loesungsmittel oder in Decalin-Loesung; | |
| With hydrogenchloride |
- 27819-09-6
2-methyl-2-propenyl (E)-2-butenoate
- 15681-48-8
lithium dimethylcuprate
A
- 107-93-7
(E)-but-2-enoic acid
B
- 563-46-2
2-Methyl-1-butene
| Conditions | Yield |
|---|---|
| In diethyl ether at -10℃; for 2h; | A 96% B n/a |
| Conditions | Yield |
|---|---|
| With aluminum oxide; potassium ferrate(VI); copper(II) sulfate In benzene for 0.5h; Ambient temperature; | 95% |
| With ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate for 3h; Ambient temperature; | 24% |
| With sodium hydroxide; sodium periodate |
| Conditions | Yield |
|---|---|
| With sodium hydrogen telluride; acetic acid In ethanol for 2h; Heating; | 95% |
| Conditions | Yield |
|---|---|
| With palladium diacetate; 1,4-di(diphenylphosphino)-butane In benzene at 110℃; under 3750.38 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Glovebox; Autoclave; | 94% |
- 3068-88-0, 32082-74-9, 36536-46-6, 65058-82-4
4-methyloxetan-2-one
A
- 107-93-7
(E)-but-2-enoic acid
B
- 7425-21-0
3-Iodo-n-butanoic acid
| Conditions | Yield |
|---|---|
| With hydrogen iodide at 125℃; for 1h; | A n/a B 92% |
- 5453-44-1
allyl crotonate
- 15681-48-8
lithium dimethylcuprate
A
- 106-98-9
1-butylene
B
- 107-93-7
(E)-but-2-enoic acid
| Conditions | Yield |
|---|---|
| In diethyl ether at -10℃; for 2h; | A n/a B 89% |
| Conditions | Yield |
|---|---|
| With quinolinium dichromate(VI) In N,N-dimethyl-formamide at 30℃; for 4h; | 85% |
| With tert.-butylhydroperoxide; copper(l) chloride In acetonitrile at 20℃; for 2h; | 81% |
| With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h; | 53% |
- 65946-59-0
(trimethylsilyl)ketene bis(trimethylsilyl) acetal
- 75-07-0
acetaldehyde
- 107-93-7
(E)-but-2-enoic acid
| Conditions | Yield |
|---|---|
| With zinc dibromide In tetrahydrofuran for 14h; Ambient temperature; | 83.6% |
- 1074-12-0
phenylglyoxal hydrate
- 35549-90-7
β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure
A
- 107-93-7
(E)-but-2-enoic acid
B
- 102729-42-0
2-phenyl-7-(trifluoromethyl)quinoxaline
| Conditions | Yield |
|---|---|
| at 150 - 160℃; for 3h; | A n/a B 82% |
Crotonic acid Consensus Reports
Reported in EPA TSCA Inventory.
Crotonic acid Standards and Recommendations
DOT Classification: 8; Label: Corrosive
Crotonic acid Specification
The CAS registry number of Crotonic acid is 107-93-7. Its EINECS registry number is 203-533-9. It is a short-chain unsaturated carboxylic acid. In addition, the molecular formula is C4H6O2. It crystallizes as needles from hot water. Besides, it should be stored in a cool, ventilated place. The storage place must stay away from oxidant, the fire and heat source.
Physical properties about this chemical are: (1)ACD/LogP: 0.80; (2)ACD/LogD (pH 5.5): 0.02; (3)ACD/LogD (pH 7.4): -1.77; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 10.86; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 26.3 Å2; (12)Index of Refraction: 1.448; (13)Molar Refractivity: 22.2 cm3; (14)Molar Volume: 82.8 cm3; (15)Polarizability: 8.8×10-24 cm3; (16)Surface Tension: 34.2 dyne/cm; (17)Density: 1.039 g/cm3; (18)Flash Point: 81.6 °C; (19)Enthalpy of Vaporization: 45.57 kJ/mol; (20)Boiling Point: 177 °C at 760 mmHg; (21)Vapour Pressure: 0.505 mmHg at 25°C.
Preparation of Crotonic acid: it can be prepared by but-2-enal. This reaction will need reagent (bipy)H2CrOCl5 and solvent CH2Cl2. The reaction time is 0.5 hour at reaction temperature of 28-30 °C. The yield is about 90%.
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Uses of Crotonic acid: it can be used as a monomer to synthesize polymer. In addition, it can be used to get 2,3-dideuterio-butyric acid. This reaction will need reagent D2, catalyst 5 percent Pd/C and solvent aq. ethanol. The yield is about 86% with ambient temperature and reaction pressure of 760 Pa.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In addition, it can cause burns. Moreover, it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). In addition, you should avoid releasing to the environment and you can refer to special instructions safety data sheet.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)/C=C/C
(2)InChI: InChI=1/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+
(3)InChIKey: LDHQCZJRKDOVOX-NSCUHMNNBH
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